Iodoethane → 1H-Inden-1-one, 5-ethoxy-2,3-dihydro-

HRID 402507노트

반응식

HRID 402507 반응식
[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[CH2:6][CH2:5]2.C(=O)([O-])[O-].[K+].[K+].[CH2:18](I)[CH3:19]>CC(C)=O>[CH2:18]([O:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[CH2:6][CH2:5]2)[CH3:19]

참가 물질

5

반응물 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 2331475-Hydroxy-1-indanone

생성물 1

HCID 227325581H-Inden-1-one, 5-ethoxy-2,3-dihydro-수율 99.3%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

5-Hydroxy-1-indanone (2.5 g, 16.0 mmol) was dissolved in acetone (60 ml) and potassium carbonate (waterfree, 5.15 g, 36.9 mmol) and ethyl iodide (2.88 ml, 35.3 mmol) were added. The reaction was stirred at it under an atmosphere of nitrogene for 6 days. The mixture was filtered, the filtrate collected and the solvent evaporated at reduced pressure. Chromatography on silica (flashmaster, hex to hex/EtOAc 2/3 in 20 min, 15 min hex/EtOAc 2/3) gave the product as off-white solid (2.8 g, 99%). [1H-NMR (DMSO-d6, 600 MHz) δ 7.54 (d, 1H), 7.07 (s, 1H), 6.94 (d, 1H), 4.13 (q, 2H), 3.05-3.03 (m, 2H), 2.58-2.56 (m, 2H), 1.35 (t, 3H); LCMS RtJ=0.88 min; [M+H]+=177.2]

후처리

  1. filtrationThe mixture was filtered
  2. customthe filtrate collected
  3. customthe solvent evaporated at reduced pressure

출처 및 근거

ORD 기록
ord-ad4886f41bd34e478bb4747d9d2b0d86
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08742106B2

반응 노트

불러오는 중…